Chen Zhao
2002
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Fine chemicals
Abstract
Carboxyl 1,2,3 benzothiadiazole (V),used as inducer of systemic acquired resistance of plant,was synthesized according to following procedures. p Acetaminobenzoic acid (Ⅱ)which was prepared by reaction of p aminobenzoic acid (I)with acetic anhydride was added slowly into chlorosulfonic acid at 12-15 ℃.The mole ratio of chlorosulfonic acid to Ⅱ was 4∶1.After all Ⅱ was added,the reaction proceeded further at 60 ℃ for 1 h,giving 2 acetamino 5 carboxylbenzenesulfonyl chloride(Ⅲ).Compound Ⅲ was reduced by zinc powder in glacial acetic acid at 20 ℃ under stirring and refluxing for 6 h,to give 3 hydrosulfuryl 4 aminobenzoic acid (Ⅳ).Finally,Ⅳ was diazotized and extracted with ether to afford the title compound V in 43% yield.